Oakville Vacations from ¥235,940

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The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

¥235,940
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
8.6/10 Excellent! (1,666 reviews)
If you parked a car, when checking out, keep your room key and turn it in after leaving the parking area so that you are able to scan yourself out.

Reviewed on Sep 14, 2026

Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
¥281,986
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
9/10 Wonderful! (1,102 reviews)
Marina Village Inn

Marina Village Inn

¥242,134
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
7.6/10 Good! (1,001 reviews)
There's not alot in Alemeda but there's alot around and this is a nice quiet hotel. The balcony was very enjoyable and the marina is quiet. Very restful!!

Reviewed on Sep 16, 2026

Executive Inn & Suites Embarcadero Cove

Executive Inn & Suites Embarcadero Cove

San Antonio
¥239,194
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
9/10 Wonderful! (1,219 reviews)
There’s a bug on the counter and shower has no door so water all over on the floor and there’s no drain on the bathroom floor so I had to use towel to wipe it off. It was a quick stay for the concert but I wouldn’t stay here again.

Reviewed on Sep 15, 2026

The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay

¥238,102
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
8.6/10 Excellent! (2,711 reviews)
Clean room. Good facilities. Location is fine for local transport. Only one close restaurant which is ok. Breakfast very good Didn’t use the pool as jucuzzi not working. The outlook was disappointing as the image of the room shows boats in the marina. This marina is now empty and a bit of an eyesore. Our room wasn’t cleaned one day and we don’t know why

Reviewed on Sep 15, 2026

Find the Best Oakville Vacation Packages

Oakville Hotel Deals

Oxford Suites Sonoma County

Oxford Suites Sonoma County

67 Golf Course Drive W. Rohnert Park CA
Fully refundableReserve now, pay when you stay
¥19,297
¥23,756 total
Sep 21 - Sep 22
includes taxes & fees
9.4/10 Exceptional! (2,632 reviews)
"Their complimentary breakfast was amazing! The hotel itself is in good condition. The staff is nice and friendly. I love that they are pet friendly as well. The rooms are a bit dated and are still carpeted. We were provided a pet friendly room with ripped and damaged furniture/couch. Wonder if other ..."

Reviewed on Sep 16, 2026

Oxford Suites Sonoma County
Archer Hotel Napa

Archer Hotel Napa

1230 First Street Napa CA
¥52,605
¥60,614 total
Sep 27 - Sep 28
includes taxes & fees
Archer Hotel Napa
Casa Mani Resort Napa Valley, Curio Collection by Hilton

Casa Mani Resort Napa Valley, Curio Collection by Hilton

1075 California Blvd Napa CA
Fully refundableReserve now, pay when you stay
¥57,243
¥65,958 total
Sep 20 - Sep 21
includes taxes & fees
Casa Mani Resort Napa Valley, Curio Collection by Hilton
See all 2,053 properties in Oakville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Oakville attractions

Large wooden fermentation tanks in a brewery.
Photo by There & Back Again

Robert Mondavi Winery

8.8/10 (687 reviews)
This pioneering winery established Napa Valley as a world-class wine region with its exceptional vintages. Enjoy immersive tastings led by expert staff while exploring curated art collections in an elegant setting.
See properties
A building with a circular top, arched doors, and a stone facade.

Opus One Winery

8.8/10 (168 reviews)
Born from the legendary partnership of Robert Mondavi and Baron de Rothschild, Opus One crafts Napa's most celebrated Bordeaux-style blends. Reserve an intimate tasting for panoramic valley views and exceptional wines.
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A tree-lined street with yellow leaves.

Far Niente Winery

This historic 1885 estate showcases Napa Valley's finest Chardonnay and Cabernet Sauvignon in a stunning setting. Explore the atmospheric wine caves before enjoying a seated tasting with artisanal cheese pairings.
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Cardinale Estate Winery

Cardinale Estate crafts a single, exceptional Cabernet Sauvignon blend showcasing Napa Valley's diverse terroirs. Enjoy an intimate tasting with culinary pairings and panoramic valley views.
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Folie a Deux

Famed for its Menage à Trois collection, Folie à Deux Winery offers tastings in a tranquil Napa Valley setting. Bring a picnic to enjoy among the vineyards while sampling their renowned red, white, and rosé blends.
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Rudd Winery & Vineyards

This boutique Oakville estate crafts wines showcasing Napa Valley's distinctive terroir. Enjoy an intimate tasting amid picturesque vineyards, but remember appointments are required for this exclusive visit.
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Welcome to Napa Valley Sign

You can learn about the history of Oakville with a trip to Welcome to Napa Valley Sign. Discover the area's mountain views and monuments.
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Turnbull Winery

This Napa Valley estate showcases exceptional Cabernet Sauvignon amid a gallery of fine black and white photography. Reserve a private tasting to sample their premium wines while overlooking picturesque vineyards.
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What to do in Oakville

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

¥46,676
per adult
100% of travellers recommend
Napa Valley Wine Train: Gourmet Express Lunch or Dinner
Sonoma County Self-Guided Wine Tour: GPS Audio Driving Guide

Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide

¥4,745
per traveler
Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide
Classic Open Air Napa Valley Wine Trolley Tour

The Original Napa Valley Wine Trolley Classic Tour

¥23,213
per traveler
94% of travellers recommend
The Original Napa Valley Wine Trolley Classic Tour
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from ¥235,940 on Expedia for your Oakville break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oakville costs.
What are the cheapest months to go to Oakville?
If you're hoping to snag a cheap Oakville vacation package, consider planning a trip in January, February and November. You'll typically find better prices on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for Oakville?
The ideal duration for your Oakville vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to tick off all the major attractions and explore some hidden treasures along the way.
How to find the best Oakville package deals?
Begin your search for an Oakville package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Oakville package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oakville adventure underway.
Is it cheaper to book an Oakville vacation as a package?
You can enjoy significant savings on your Oakville retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oakville?
If you're considering a spur-of-the-moment Oakville trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Oakville?
  1. Choose when to go: Check your diary and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Oakville.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Oakville.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to experience in Oakville. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose an Oakville vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.